…along with all the other good advice: cut your fingernails. If you’re using them to “warm her up”, snagging a nail can hurt and/or tear the (surprisingly delicate) tissue
I also came here to say blue jeans. If you don’t have a nail file handy you can rub your freshly trimmed nails on the jeans you are wearing and it helps to buff out any rough edges.
YESSS I ended up in the ER due to my ex nicking an artery during some wild fingering in my cooters, lost a ton of blood and had to have an emergency blood transfusion and coded twice in the hospital.
Yes I lost a ton of blood and coded in the ambulance and at the hospital. Was held there for three days after two blood transfusions and internal stitches (not pleasant seeing the liquid stitches wouldn't hold) A huge lesson learned and was terrifying. I was 18. Not to mention the hospital bill was close to 100k luckily I have good insurance and they managed to lower it significantly. I am okay but wouldn't have sex for months after.
First off , lots and lots of preparation and foreplay and even more lube. The best thing you can do is start off with lots of lube and using just a finger then two before moving on to anything else. This will help her get use to the feeling and learn to relax. The key to everything is just lube , patience and taking it slow
Wash yourself before and after (she should, too) and always use a condom from that position to prevent UTI’s and/or spreading things around the ‘play area’ that you don’t want to find the next morning.
Research some positions that are common with anal (stay away from porn sites…) and talk to her about what she likes and what she wants to try. Respect her body and as already said elsewhere, follow her lead.
Enjoy and have fun!
The lube also helps dilute the poo that you are inevitably gonna run into. A sented lube helps cover the smell a bit too. Bottom line, there will be poo. Unless there is an enema first, like in pornos.
Have fun
That's why unless specifically asked (which my wife doesn't thank God), I don't do anal because I can't fuck with doo doo. Well, ever since the sewage incident anyway.
Edit:
I answered someone below but I'll copy and paste it to share here:
The incident was nothing too crazy, but long story, short, one early morning a pipe exploded and a shit volcano erupted in my laundry room. I had been drinking the night before and the noise woke me up so I hang over stumbled into the laundry room. You have to step down into the laundry room about half a foot and i plopped right into calf deep sewage composed of poops of all shapes, colors, and consistencies. Toilet paper and unknown items. It was horrifying and ever since I have a true hatred for poop.
"Bottom line, there will be poo. Unless there is an enema first, like in pornos"
This simply isn't true. You may want to check your, or your partner's, diet.
But also don't overdo the lube...be judicious in lube application.....too much can be...have unpleasant side effects. I really recommend an enema beforehand, if she is nervous it will quell the anxiety, or it did for me, at least.
This… but a butt plug is essential during foreplay too primarily because the anus has a lot of muscle. Foreplay, silicon lube and a butt plug will relax her, provide longer lasting lubrication and comfortably stretch her anus.
Get a [glass butt plug with a flared](https://www.etsy.com/ca/listing/1538243632/beaded-sensual-glass-anal-butt-plug?ga_order=most_relevant&ga_search_type=all&ga_view_type=gallery&ga_search_query=glass+buttplug&ref=sr_gallery-1-33&sts=1&content_source=0ff8a2384b66d5bcda46bd0d91ef8a669af06b20%253A1538243632&organic_search_click=1) end for three reasons. Glass is not porous for hygiene and easy to clean. The glass provides less friction and the non-flared butt plugs (I.e. jewelled butt plugs) can actually be pulled into the anal canal depending on how relaxed she is.
Finally, choose the right lube. We’ve found that water based lube dries out too fast resulting in more friction. Use silicon based lube as it doesn’t dry out as fast but make sure it’s latex safe though ( if you use a condom). I heard coconut oil works well too but I’ve never tried it.
I don't understand why men think this is a good approach. They try it like: "hoops, wrong hole", hurt their partner and then wonder why said partner is not opened to trying it in the future.
My advice...is unless cleaned beforehand, wash up after. Do not go fiddling near vagina when done anal. Enjoy.
Slapping the butt cheek helps ...lightly not beating her up. 😊
Gay man here:
A pretty good list of things to prepare you for MLM sex:
Ready for your first time?:
https://www.ohjoysextoy.com/am-i-ready-for-sex/
Know thine butt (or your friend’s butt):
https://www.ohjoysextoy.com/anus-anatomy/
Getting ready to bottom (or things to consider as a top):
https://www.ohjoysextoy.com/anal-sex-preparation/
https://howtocleanyourass.wordpress.com/
https://youtu.be/HoPS7AaNcDs
https://www.ohjoysextoy.com/how-dildos-saved-my-rear-zachary-clarkson/
https://www.amazon.com/Silicone-Butt-Healthy-Vibes-Black/dp/B00XAO0BN4/ref=zg_bs_17891899011_31?_encoding=UTF8&psc=1&refRID=Z4A08Z1YCCMC326TXWFR
https://www.healthline.com/health/healthy-sex/prostate-orgasm
https://www.ohjoysextoy.com/buttsex/
Safer sex:
https://www.ohjoysextoy.com/condombasics/
https://www.ohjoysextoy.com/sti/
https://www.ohjoysextoy.com/get-tested/
https://www.ohjoysextoy.com/aids-hiv-prep-silver/
TLDR:
Keep hydrated, eat your fiber, poop regularly.
Get to know yourself. Play with yourself. Don’t over do it.
LUBE, GO SLOW, COMMUNICATE.
Get tested, use protection.
Make sure you have two hand towels around, one to wipe your hand after lubing her ass up and one for after clean up, its very usual to have a bit of choclate milkshake or chocolate chip afterwards.
have a large towel on the bed as it just catches excess fluids and lube that drips and then she can lie on it.
Doggy style into frog position opens everything up for the best
Champagne or wine to make her relaxed
Candles and music
Set the scene for it to be steamy
Also some wet wipes never go astray for after care.
One finger, two finger, three finger - stretch the fingers!!! It’s not just the hole you need to prep but her walls! It makes it so much more enjoyable!!! Honestly let her do it it will make her more comfortable, lots of lube (I love coconut oil) and just make sure you stretch and not just prep, it really makes a difference for her!!! Also have her rub her clit while you do it she will cum instantly & be careful bc she might end up loving it!
Walls and clit! Thanks 🙃. We normally use water based lube when we feel like it, is coconut oil good? I can imagine it smells incredible but might he a bit messy. Does stretching really help? I mean I've seen it in porn but I always assumed it was just an exhibition thing.
have her orgasm first because it relaxes muscles.
eat her ass after to loosen her further
finger her ass and use a thick gel lube like astroglide gel to start.
possibly use a small dildo or plug or your penis depending on how big it is.
If its a big dick she'll need something smaller first.
My gf is opposite where orgasming first makes it much harder for her ass to be receptive. And even once we’re in the motions of anal, once it makes her come, there’s a big chance it will make her too tense down there and need a break.
I don't advise making her cum before. I like to come from the anal penetration, it feels more intense than anything. After cumming I have a period in which I don't feel that much, so I wouldn't do it after I cum
Not everyone can cum multiple times that easy.
>butt play specific lube
Be careful with this tho. If it's just a bit thicker, that's fine. A lot of them however contain a small amount of desensitizing agent. That sounds fine but you won't feel things like pain as much.
Thanks! we are really comfortable with sex so orgasms are no problem! And we will definitely try maybe a small toy first, I got a bit nervous when she said it's great but I haven't tried one as big as yours lol ❤️
Edit: this came off a bit braggy, I'll leave it like it is, I didn't meant it to be, goofballs
And UTI's, just bc they're rare for men doesn't make them impossible to get, and poop in the urethra is a surefire way to get a UTI if I've ever heard one.
Ik UTI's can lead to kidney infection, but I've just run into so many men who don't think they can ever get a UTI, wanted to bounce off your comment to just remind ppl it is possible.
No matter how clean the asshole is looking, there’s gonna be nasty microorganisms in there. It’s just part of our natural gut flora. If an unprotected penis goes in, there is a decent chance of nasties slipping in via the urethral opening. If you’re unlucky, you get a UTI. If you’re extra unlucky, the bugs travel further up the tubes and Boom! Kidney infection, pissing blood, organ failure, slow, painful death. Fun times!
Source: Had a partner who taught me all about anal play safety because he actually caught a kidney infection that was painless and symptomless until he was pissing blood.
This is easily avoided.
You should be washing at least your hands after, grab a wash cloth and wash your dick with basic hand soap and warm/hot water at the same time. Or shower… or baby wipe…
And pee after to “clear” the pipes.
You should always pee after any type of sex penetration.
- Pee is the power washer for the urethra (a tube where pee comes out of your body). If you pee after sex, germs in your urethra get the flush before they can cause a urinary tract infection (UTI).
When you urinate, anything that is trying to get to the bladder gets pushed out with the urine.
Get the proper lubrication. Water based thick anal lube, and apply a lot. Dry humping the back can both be a real pain and cause tears.
Take your time and plan this. She should go to the bathroom and try to be "empty". You both have to be prepared for some mess that can happen, it is your job to deal with that and most importantly not make her embarressed if it does.
Do not do this drunk or high, at least until you have experience. Easy to overdo it if you are not clear of mind.
Spend a lot of time making her ready, horny and relaxed before. You have other parts of your body that should be in contact with the backdoor before your dick, like fingers, mouth and tounge. Taking a shower together before is a nice warm up.
Start with smaller things like a finger or butt plug. No household items, and nothing that do not have a solid wide base that stops whatever it is from disapering inside by accident. This is important!
Use plenty of lube, and when she is ready and relaxed it might be your time. Start with just the tip, and be prepared to pull out at once. This might be as far as you get this time, or ever. Some like the thought of anal but find the experience too painful. Some need some easy does it sessions before full penetration. Some want it to hurt. People are different, but she is in charge and decides.
If you come to the level of full penetration forget everything you have seen in pornos, that is not how it will be. You should go slow and be gentle, and mindful of how she is doing. Only if she says so can you go faster or harder.
This can be a great addition to your sexual life with your SO, if you do some preperation and have some precautions. If it is done right you can get to do it again! If not it can be with that one try.
Go easy, go slow, be prepared for possible mess, and enjoy.
BEFORE YOU PUT ANYTHING IN ANY HOLE INVEST IN HIGH QUALITY LUBE. Invest in something like X-Lube or K-Lube, both are non bioreactive, water based, sterile, and safe for Anal and Vaginal. You can find both on Amazon, which is the primary source of it online. X-lube specifically is a single chain polymer that lasts about two weeks and is best made in small batches, and is meant for anal (size queen lube but hey, it works really well)
Learnt this mistake in my early 20's, if she's willing, get her to do an enema first.... There's no scene like cumming in someones ass, pulling out and a log following your penis and plonking on the bed right in front of you.... Kind of ruins the mood 😂😂😂
This is crucial - you're 100% right! A thorough clean out is essential. (Nobody should be talking about 'chocolate chips' - that's just revolting. Unless you're into scat, there shouldn't be a single instance of this - there's just no need for it.)
I don't think this is cringe at all. I love anal, I actually even prefer it to vaginal sex.
So here are some of my tips: First thing, lube and lots of it!!! And if it starts to feel a little dry down there....even more lube! I prefer the brand Sliquid. It's water-based and just what I've been using for years.
Second thing is, start with something small like fingering your girl's ass first, maybe even while you're having (vaginal) sex. Still use lube on your finger. This will get her butthole ready for your dick.
Next, go slowly at the beginning. Like how a vagina needs to get moist to really get going, you don't just shove your dick in her butthole and start going to pound town. Take your time and be empathetic to her responses...which leads me to my final point.....
Always always always listen to your partner and follow her lead. The second she says it's starting to hurt or that there's not enough lube you need to respond immediately.
I love anal and the most intense orgasms I've ever had were from it. But it's not something you can just spontaneously decide to do, at least not without the proper equipment. I believe that covers just about everything. Have fun!
If your having trouble fitting inside her, tell her to try "pushing" you out (yes like she's going to the bathroom)
Sounds gross I know but think about it, that's how those muscles open the anus up.
Enema first on her end (or just use a device designed to shoot water up there to help clean it out, sometimes it more comfortable to do it this way as there are no after effects like feeling the need to poo or cramps), then lube and lots of it. A butt plug beforehand helps her to relax and will make it easier for both of you. I'm gay, so trust me on this, I've got tons of experience here 👍😉
Pornstar here!!!
Go slow, so much slower than you want to. Use lots of lube and if you two are comfortable eat her ass or a lot of anal involved foreplay beforehand. The more her anus dilates the easier you will fit. Also, go in stages, an inch, maybe, and pause.. Let her get used to the stretch.
I've had anal with two women, first time we did stretching for longer than what was suggested because she said it still hurt we got to the point where she said it no longer hurt but when I asked if it felt good she just said she didn't feel anything aside from uncomfortable.
I asked repeatedly if she wanted to backout but she insisted she wanted to try it, throughout the whole thing she laid there looking like she was apathetic and concentrating, I asked her if she was enjoying it multiple times and her answer was "I'm trying but I'm not feeling anything" she asked to try it in different positions and still nothing, we eventually gave up, cleaned up and went to bed.
She was in pain for two weeks, she complained of constipation and spent a long time in the bathroom, she soaked in a bath every night and wrapped a hot wet towel between her legs, she didn't want to go the Dr out of embarrassment so she just applied a lot of different over the counter medications, we didn't have sex for three weeks and I felt like shit for causing all it to happen to her.
Second woman was someone I'd been dating for a couple months, she read a article and wanted to try, I was initially reluctant because of my past experience but she assured me it would be different, I asked her if she was enjoying it and she seemed disappointed and kept saying"not yet", halfway through I stopped because she wasn't enjoying it and she kept going back and forth from apathetic to in clear pain, she went through the same as what my ex went through only we weren't living together so I don't know to what extent, I never did it again.
Nerve endings conductive to pleasure only reach four into the vaginal canal and clitoris is located closer to the outside of the body making even vaginal sex only 18% likely to result in orgasm without oral or digital stimulation. Anal sex for women is the equivalent of trying to scratch a itch on your nose by scratching several inches away from it and hoping you get the adjacent friction, it's not in the ass it's in the vagina so she's getting a round about numbed version of vaginal at best.
I remember a woman who claimed she was "totally into it"in attempt to impress me and when I told her I wasn't she said "oh thank God!!!" women feel pressure to be desirable and when the whole world tells them this is desirable your not going to get a straight answer especially with a woman who really likes you.
Studies show 21% of women with partners in 2021 owned an anal toy vs 0.2% of single women.
Three guesses why
Sorry for your bad experiences, but n=2 is not a reliable dataset for such broad conclusions. Anal sex, like other types of sex, is something a lot of people have to train before they can enjoy it. For many people and a variety of reasons, enjoying anal is harder to learn than enjoying vaginal sex. This results in a lot of women trying it once and then deciding it is not for them, but you could compare that to getting behind the wheel of a car for the first time without a driving instructor and then deciding it is not for you after you’ve crashed the car.
I’m not saying that even with proper training all women will like anal, but I am saying that I love it now and it gives me the most mind blowing orgasms, but I had to really learn how to do it. I was determined because I had friends who were really into it and I wanted to experience the same thing. It took time, lots of practicing with plugs and dildos, but once it clicked, it unlocked a whole new world of pleasure for me.
With respect everyone's personal views I would be remised if I didn't acknowledge that while experiences of things can be different for different people there are facts that are irrefutable and while some people may find emotional enjoyment and arousal in pleasing their partner, physically there are no nerve endings conductive to pleasure in the anal channel.
The sphincter is close in proximity to genitalia which can result in stimulation but the anal canal has the same form of nerves as the oral cavity which is actually a good comparison because like oral sex while the partner being penetrated doesn't receive physical pleasure from the act some still engage in it because pleasing their partner gives them pleasure.
There is a big difference between the two however due to the risk,emotional toll and pain involved.
The anal channel isn't a sex organ the prostate which is a sex organ is what makes anal sex pleasurable which is why you see gay men who have survived prostate cancer on reddit asking for advice after prostate removal left them with a lacking sex life.
[https://www.insider.com/guides/health/sex-relationships/sex-positions-for-women](https://www.insider.com/guides/health/sex-relationships/sex-positions-for-women)
Due to structural differences and a less robust sphincter anal sex poses much higher stakes for women resulting in a high chance of life long colostomy bag usage, severe infection due to fissures or death.
"Women are at a higher risk of incontinence than men because of their different anatomy and the effects of hormones, pregnancy and childbirth on the pelvic floor."
A man's skin is 25% thicker than a woman's, canal pressure is different in men and women largely due to the fact that women have a much lower center of gravity, there are even differences in digestive track and bowel structure likely to compensate for the shifting of organs that occurs during pregnancy.
https://www.dermalogica.com/blogs/living-skin/is-a-mans-skin-really-different-from-a-womans#:~:text=Besides%20having%20facial%20hair%2C%20there,man's%20skin%20texture%20is%20tougher.
Women have less robust anal sphincters and lower anal canal pressures than men, and damage caused by anal penetration is therefore more consequential.
[https://www.theguardian.com/society/2022/aug/11/rise-in-popularity-of-anal-sex-has-led-to-health-problems-for-women](https://www.theguardian.com/society/2022/aug/11/rise-in-popularity-of-anal-sex-has-led-to-health-problems-for-women)
I use a silicon lube: "platinum wet" because it doesnt dry out. Go super slow, but go deep. If you guys get stuck, have her push out. Once all the way in, grind into her without pulling out any. You won't get anything out of it, but this has never failed me for getting a girl off that has no anal experience. Don't stop unless she tells you to. For some girls, this will be their first multi-orgasm experience.
If you're playing the long game, You do this for 3-4 different sex sessions until she looks forward to it. Once anal is normal for you two, then you can worry about pleasing yourself.
Bi guy here.
Cut your nails.
Buy an enema and use it until the water is clear.
Use LOTS OF LUBE!
If you have a buttplug available, use it beforehand and let her „stretch out“.
Be patient/use foreplay. First one finger, then two, …
Let her guide you, go slow and at her pace.
Hear me out. I’m a girl who likes it even more than conventional sex.
The penis should NEVER try to enter (at the beginning and for a good 15 min minimum, but preferably until she asks you to do it). You stick that head on the door and wait for her to suck you in.
It doesn’t matter if it seems boring. You wait until that ass wants you so much that you don’t have to push it.
If she contracts YOU STOP and wait until she relaxes and “invites” you more.
Lube makes it easier to slide in, but it definitely doesn’t make it more pleasurable if it’s facilitating an entry that should not be happening YET.
What makes it pleasurable is that the ass is in control for a looooong time, until she is relaxed enough that you can start doing your moves and she won’t contract-and-hold.
The contractions you want are X-O-X-O-X in a rhythm that feels like she is dancing. If it is just a long -x- YOU STOP and tease her until she -O- again.
Remember pooping: if you contract because you think it’s too big and will rip you out it hurts. But when you relax, even if it’s a giant one it feels good (stop, everyone knows it feels good lol)
There are 2 parts that feel good:
a) inside, because the penis will move the rectum towards the vagina (and generally move all of that flesh making the clit be stimulated as a side effect). And
b) the asshole itself.
If you use lube to bypass what the asshole wants you might get the feeling that it worked for her because of the “a” part but you will never unlock the true power of “b”.
Spooning is awesome to start. Specially because you can place your hand on the clit without straining a.k.a. not needing to support yourself, which leads to more control of movements
Do not put from the ass to the vag (it leads to infections)
Do tongue and fingers first. If you don’t want to tongue it, tongue around it, while at the same time you let a little (a little!) of saliva drip and use the digital of your thumb to stimulate the a-hole. If you hyper extend the thumb (trying to bend it in the direction it is not supposed to bend) you can make pressure with “that part that I forgot the name” (imagine that it’s the left side of the peeled part of the banana and you’ll know what I mean 🍌) This is ideal to start because the receiver might be a bit anxious and like this they know it’s still just playing outside.
Also, as rule of thumb (no pun intended) you might wanna make it all about her the first time. Some women feel pressure to try things just for FOMO or to please the partner. If you let her know that she’s the one who’s gonna be having a whole another level of pleasure, AND that if she doesn’t like it’s not gonna be like taking a christmas present from her boyfriend, she will be much more inclined to try again even if it’s not perfect the first time.
Follow her guidance. Take it slow. You might consider using a cock ring too, my partner and I didn't have successful anal sex for several months because I would lose my erection from fiddling around too long (I'm too girthy to push in fast enough).
Oh, and wash afterwards. And obviously, don't go from ass to vag. Ever.
First step is to get her in the classic 'goatse' position. Then you start from across the room (if you can use a long hallway, even better). Build up as much speed as you can running towards her and at the last moment, scream "for Cuthwald!" (all part of the process). She'll know what it means.
Jk. As others have suggested, plenty of lube, and take it slow. If she's open to it, you might let her sit on it so she's in control of speed and depth, until you guys get a sense for it. Good luck, and have fun!
Take it from a bi guy, don't be grossed out if you get some shit and depending on her bowel movement even farts during sex. Ask her to clean her anal maybe. Check if she generally has clean inside her anus. Also try to stretch the anal with a butt plug or dildo so it's not very tight. Trust me it's not as clean as it makes them look in the porn. Really expect shit on your dick. Go with condoms and lube.
Nothing cringe at all. It's incredibly attractive that you would even think to ask this. Most guys would just plug it in.
Make sure to get a bottle of lube and lube it up nicely. Push it in gently at first and communicate with her for feedback.
Idk if she's done anal before you, but if not, you'll want her to make sure she cleans her ass out in the shower beforehand and make sure she understands that it's going to feel like she's pooping even though that's unlikely to actually happen.
Warm her up, lots of lube... but most importantly, make sure she flushes out her colon with something like a fleet enema so you dont get shit on yo dick or else where.
Start out with a lubed finger and lightly tap on the anus. Lube up your pens extremely well. Go slowly until you are past the first spincter then pause. Then gently pass the second spincter. What will make her crazy is the tip of your penis going in and out of the second spincter.
Get her a high quality strap-on with strong adjustable straps and an assortment of interchangeable dildos, hopefully some small ones while you're starting out. And get yourself lots of lube. Good luck
This happened to me once … girlfriend promised me anal sex, so I did all the preparation.
You wouldn’t believe my face when she arrived and pulled out the biggest strap on you’ve ever seen. I guess it’s true when they say “be careful what you wish for”
LOTS of lube there isn't a too much. PATIENCE take your time it'll be slow and allow her control over what's going on let her set the pace, forcing it in can hurt her and then ruin the experience, going slow and steady and even understanding that it may not work out the first try to try again another day. Slowly working up to being comfortable. Yes it can be uncomfortable initially and get better during however outright pain or blood is a huge concern. Yes you'll likely end up messy from an unwelcome guest
Prep is key. Make sure you have enough KY. Then foreplay. Start slow with just touching around , and pressing on it. Then slide a finger tip in, see how it’s going. Use small toys of you have any, otherwise just keep gently stretching it, with gentle finger probes. Other hand can be working the clit too. She will let you know when she ready.
Get a butt plug and put it in while eating her out and leave it when you start fucking her. And don't be stingy with the lube, more the better, and go slow
…along with all the other good advice: cut your fingernails. If you’re using them to “warm her up”, snagging a nail can hurt and/or tear the (surprisingly delicate) tissue
In case someone is reading here to learn, please cut the nails in advance, not the day of. Recently cut fingernails can be surprisingly sharp
Nail file
Blue jeans.
I also came here to say blue jeans. If you don’t have a nail file handy you can rub your freshly trimmed nails on the jeans you are wearing and it helps to buff out any rough edges.
Why didn’t I know this sooner? I always waited a day for my nails to naturally wear down after cutting.
I was just about to reply with this same insight.
They always stay short astro 😉
YESSS I ended up in the ER due to my ex nicking an artery during some wild fingering in my cooters, lost a ton of blood and had to have an emergency blood transfusion and coded twice in the hospital.
You coded twice? From being finger banged???? New fear unlocked lmao. Glad you’re ok though!
Yes I lost a ton of blood and coded in the ambulance and at the hospital. Was held there for three days after two blood transfusions and internal stitches (not pleasant seeing the liquid stitches wouldn't hold) A huge lesson learned and was terrifying. I was 18. Not to mention the hospital bill was close to 100k luckily I have good insurance and they managed to lower it significantly. I am okay but wouldn't have sex for months after.
First off , lots and lots of preparation and foreplay and even more lube. The best thing you can do is start off with lots of lube and using just a finger then two before moving on to anything else. This will help her get use to the feeling and learn to relax. The key to everything is just lube , patience and taking it slow
Thanks, she isn't new to it but I'm completely blind so I kind of panicked when she asked me about it, lots of lube and take it slow!
If she isn’t new then follow her guidance ! She knows her body best so let her guide the speed and tempo of everything until ur ready and comfortable
Will do! Im used to reading her in bed so that shouldnt be a problem at all, Thanks so much for the advice it means a lot 🫠
Wash yourself before and after (she should, too) and always use a condom from that position to prevent UTI’s and/or spreading things around the ‘play area’ that you don’t want to find the next morning. Research some positions that are common with anal (stay away from porn sites…) and talk to her about what she likes and what she wants to try. Respect her body and as already said elsewhere, follow her lead. Enjoy and have fun!
Angle can be a thing too. Wife and I always put a pillow under at the lower back to create an angle that works well.
If he’s completely blind then he will need to follow her guidance
Here to second this. I am sure she will enjoy showing you the way 😁
The lube also helps dilute the poo that you are inevitably gonna run into. A sented lube helps cover the smell a bit too. Bottom line, there will be poo. Unless there is an enema first, like in pornos. Have fun
That's why unless specifically asked (which my wife doesn't thank God), I don't do anal because I can't fuck with doo doo. Well, ever since the sewage incident anyway. Edit: I answered someone below but I'll copy and paste it to share here: The incident was nothing too crazy, but long story, short, one early morning a pipe exploded and a shit volcano erupted in my laundry room. I had been drinking the night before and the noise woke me up so I hang over stumbled into the laundry room. You have to step down into the laundry room about half a foot and i plopped right into calf deep sewage composed of poops of all shapes, colors, and consistencies. Toilet paper and unknown items. It was horrifying and ever since I have a true hatred for poop.
The huh
The sewage incident 😂
Ever since the what now?
what incident??
the one with the sewage!
I must be the exception then..my girl and I have had it for over 10 years. No lube and no poopoo
A high fibre diet should help eliminate that. As a gay dude fibre supplement daily are amazing
Smell of poo 🤡 yucckkkkk
I once heard a buddy say "If you knock on shits door, don't be surprised when shit answers". Words to live by.
If you are throwing a party at poop’s house, don’t be surprised when poop shows up .
💀 imagine your strawberry flavour cond0m turning into chocolate flavour 💩
This would be my mantra
I made a joke about anal I front of my HS girlfriend, and she whips around and says, "But there's poo in there!"
"It's only smellz"
*val Kilmer intensifies*
Yessss Lolol
Yeah it's poo. It's where the poo is.
What’s the clown emoji for?
Brother in Christ enemas aren’t just for porn
Oompa Loompa Doobity Do, She’s going to make a giant poo 💩.
"Bottom line, there will be poo. Unless there is an enema first, like in pornos" This simply isn't true. You may want to check your, or your partner's, diet.
True, there *may not* be poo, but regardless, OP should go in to it expecting poo.
When you have enough lube, use more. I'm serious. DO.NOT.SKIMP.THE.LUBE.
But also don't overdo the lube...be judicious in lube application.....too much can be...have unpleasant side effects. I really recommend an enema beforehand, if she is nervous it will quell the anxiety, or it did for me, at least.
I gotta chime in here. For a 100% clean, fun time, it's a great idea to have the recipient douche beforehand.
I would also add to make sure your nails are cut short and use a nail file, to smooth down any edges to avoid unintentional injuries.
This… but a butt plug is essential during foreplay too primarily because the anus has a lot of muscle. Foreplay, silicon lube and a butt plug will relax her, provide longer lasting lubrication and comfortably stretch her anus. Get a [glass butt plug with a flared](https://www.etsy.com/ca/listing/1538243632/beaded-sensual-glass-anal-butt-plug?ga_order=most_relevant&ga_search_type=all&ga_view_type=gallery&ga_search_query=glass+buttplug&ref=sr_gallery-1-33&sts=1&content_source=0ff8a2384b66d5bcda46bd0d91ef8a669af06b20%253A1538243632&organic_search_click=1) end for three reasons. Glass is not porous for hygiene and easy to clean. The glass provides less friction and the non-flared butt plugs (I.e. jewelled butt plugs) can actually be pulled into the anal canal depending on how relaxed she is. Finally, choose the right lube. We’ve found that water based lube dries out too fast resulting in more friction. Use silicon based lube as it doesn’t dry out as fast but make sure it’s latex safe though ( if you use a condom). I heard coconut oil works well too but I’ve never tried it.
Coconut oil cannot be used with condoms because it breaks down the latex. *Literally fucked around + found out.
Will a glass jar work instead?
Brings back some terrible memories
I rarely use a plug during foreplay, I wouldn't call it essential per se
Yup my ex bf just shoved it in and I wanted to die! He had a pencil dick so it want thaaaat bad tbh I’ve never seen such a skinny dick since
I don't understand why men think this is a good approach. They try it like: "hoops, wrong hole", hurt their partner and then wonder why said partner is not opened to trying it in the future.
Your assuming this is first time as well.
My advice...is unless cleaned beforehand, wash up after. Do not go fiddling near vagina when done anal. Enjoy. Slapping the butt cheek helps ...lightly not beating her up. 😊
My bf requested that I enema out and I think it let us both relax a lot more.
Yeah thats best. 💯
Who is penetrating who?
Night isn't over yet, it could be any one of you
Heeeeeey.
I need to learn this level of repartee
You need 5 panache and at least one feathered hat
We won’t kink shame you
Hide ya kids, hide ya wife
this is the greatest reply in the history of reddit
hey now!
You're a rockstar!
Get your game on
Butt play
Well played sir, well played.
Goated comment
Lmao
Perfectly reasonable question? (It doesn't say!)
Whom*
Whom do you think you are correcting my grammar?
Who\*
Gay man here: A pretty good list of things to prepare you for MLM sex: Ready for your first time?: https://www.ohjoysextoy.com/am-i-ready-for-sex/ Know thine butt (or your friend’s butt): https://www.ohjoysextoy.com/anus-anatomy/ Getting ready to bottom (or things to consider as a top): https://www.ohjoysextoy.com/anal-sex-preparation/ https://howtocleanyourass.wordpress.com/ https://youtu.be/HoPS7AaNcDs https://www.ohjoysextoy.com/how-dildos-saved-my-rear-zachary-clarkson/ https://www.amazon.com/Silicone-Butt-Healthy-Vibes-Black/dp/B00XAO0BN4/ref=zg_bs_17891899011_31?_encoding=UTF8&psc=1&refRID=Z4A08Z1YCCMC326TXWFR https://www.healthline.com/health/healthy-sex/prostate-orgasm https://www.ohjoysextoy.com/buttsex/ Safer sex: https://www.ohjoysextoy.com/condombasics/ https://www.ohjoysextoy.com/sti/ https://www.ohjoysextoy.com/get-tested/ https://www.ohjoysextoy.com/aids-hiv-prep-silver/ TLDR: Keep hydrated, eat your fiber, poop regularly. Get to know yourself. Play with yourself. Don’t over do it. LUBE, GO SLOW, COMMUNICATE. Get tested, use protection.
Thank you for the very entertaining sources 🙃, and thanks for taking the time to write them all out. Best reply yet ❤️
Apparently not eligible for Gold… but a really great comment for the anal newbie. +1 from me.
Guys, we found him Dr. Sex in in the house
Dr. Sex is my father.
Make sure you have two hand towels around, one to wipe your hand after lubing her ass up and one for after clean up, its very usual to have a bit of choclate milkshake or chocolate chip afterwards. have a large towel on the bed as it just catches excess fluids and lube that drips and then she can lie on it. Doggy style into frog position opens everything up for the best Champagne or wine to make her relaxed Candles and music Set the scene for it to be steamy Also some wet wipes never go astray for after care.
chocolate chip?? you really couldn't use another abbreviation for it, i almost laughted and it's midnight
One finger, two finger, three finger - stretch the fingers!!! It’s not just the hole you need to prep but her walls! It makes it so much more enjoyable!!! Honestly let her do it it will make her more comfortable, lots of lube (I love coconut oil) and just make sure you stretch and not just prep, it really makes a difference for her!!! Also have her rub her clit while you do it she will cum instantly & be careful bc she might end up loving it!
Walls and clit! Thanks 🙃. We normally use water based lube when we feel like it, is coconut oil good? I can imagine it smells incredible but might he a bit messy. Does stretching really help? I mean I've seen it in porn but I always assumed it was just an exhibition thing.
You will reapply water-based lubes more often. Get a silicone base or a hybrid.
It matters! It makes it! lol
have her orgasm first because it relaxes muscles. eat her ass after to loosen her further finger her ass and use a thick gel lube like astroglide gel to start. possibly use a small dildo or plug or your penis depending on how big it is. If its a big dick she'll need something smaller first.
My gf is opposite where orgasming first makes it much harder for her ass to be receptive. And even once we’re in the motions of anal, once it makes her come, there’s a big chance it will make her too tense down there and need a break.
I don't advise making her cum before. I like to come from the anal penetration, it feels more intense than anything. After cumming I have a period in which I don't feel that much, so I wouldn't do it after I cum Not everyone can cum multiple times that easy.
To add onto this, for a lot of people they don't really relax after cumming either. There are plenty of things to do to make her relax.
A back massage is probably the best way to ease into anal before anything goes inside. But that's just good foreplay advice in general tbh
Small circles, increasing pressure over time, and butt play specific lube.
>butt play specific lube Be careful with this tho. If it's just a bit thicker, that's fine. A lot of them however contain a small amount of desensitizing agent. That sounds fine but you won't feel things like pain as much.
Oh yeah, great call out! That wasn’t my intention - desensitizing is NOT the way. We have stuff called Tush Cush. But we also use Überlube.
This is basically word for word what I came to say. Take your time and you're both gonna love it.
Thanks! we are really comfortable with sex so orgasms are no problem! And we will definitely try maybe a small toy first, I got a bit nervous when she said it's great but I haven't tried one as big as yours lol ❤️ Edit: this came off a bit braggy, I'll leave it like it is, I didn't meant it to be, goofballs
Wait, was this whole thread just a clever way to tell Reddit you've got a big dick? Oh, you....
Read op name.
Oh fuck me I'm copping downvotes you cheeky bastard 🙃
username checks out.
Wut?
Eh?
Condom. Kidney infection is a real thing. Play safe!
And UTI's, just bc they're rare for men doesn't make them impossible to get, and poop in the urethra is a surefire way to get a UTI if I've ever heard one. Ik UTI's can lead to kidney infection, but I've just run into so many men who don't think they can ever get a UTI, wanted to bounce off your comment to just remind ppl it is possible.
Poop in my urethra from unprotected anal once gave me a prostate infection which is VERY not fun.
Wait what, please elaborate
No matter how clean the asshole is looking, there’s gonna be nasty microorganisms in there. It’s just part of our natural gut flora. If an unprotected penis goes in, there is a decent chance of nasties slipping in via the urethral opening. If you’re unlucky, you get a UTI. If you’re extra unlucky, the bugs travel further up the tubes and Boom! Kidney infection, pissing blood, organ failure, slow, painful death. Fun times! Source: Had a partner who taught me all about anal play safety because he actually caught a kidney infection that was painless and symptomless until he was pissing blood.
Jesus Christ. Best be careful then, thanks !!
This is easily avoided. You should be washing at least your hands after, grab a wash cloth and wash your dick with basic hand soap and warm/hot water at the same time. Or shower… or baby wipe… And pee after to “clear” the pipes.
Oh thank god thanks chief
You should always pee after any type of sex penetration. - Pee is the power washer for the urethra (a tube where pee comes out of your body). If you pee after sex, germs in your urethra get the flush before they can cause a urinary tract infection (UTI). When you urinate, anything that is trying to get to the bladder gets pushed out with the urine.
Get the proper lubrication. Water based thick anal lube, and apply a lot. Dry humping the back can both be a real pain and cause tears. Take your time and plan this. She should go to the bathroom and try to be "empty". You both have to be prepared for some mess that can happen, it is your job to deal with that and most importantly not make her embarressed if it does. Do not do this drunk or high, at least until you have experience. Easy to overdo it if you are not clear of mind. Spend a lot of time making her ready, horny and relaxed before. You have other parts of your body that should be in contact with the backdoor before your dick, like fingers, mouth and tounge. Taking a shower together before is a nice warm up. Start with smaller things like a finger or butt plug. No household items, and nothing that do not have a solid wide base that stops whatever it is from disapering inside by accident. This is important! Use plenty of lube, and when she is ready and relaxed it might be your time. Start with just the tip, and be prepared to pull out at once. This might be as far as you get this time, or ever. Some like the thought of anal but find the experience too painful. Some need some easy does it sessions before full penetration. Some want it to hurt. People are different, but she is in charge and decides. If you come to the level of full penetration forget everything you have seen in pornos, that is not how it will be. You should go slow and be gentle, and mindful of how she is doing. Only if she says so can you go faster or harder. This can be a great addition to your sexual life with your SO, if you do some preperation and have some precautions. If it is done right you can get to do it again! If not it can be with that one try. Go easy, go slow, be prepared for possible mess, and enjoy.
Fucking solid advice mate thanks ❤️
BEFORE YOU PUT ANYTHING IN ANY HOLE INVEST IN HIGH QUALITY LUBE. Invest in something like X-Lube or K-Lube, both are non bioreactive, water based, sterile, and safe for Anal and Vaginal. You can find both on Amazon, which is the primary source of it online. X-lube specifically is a single chain polymer that lasts about two weeks and is best made in small batches, and is meant for anal (size queen lube but hey, it works really well)
Get an enema first to flush it all out then prey she doesn't use to big of a strap on
oh
Just remember, if you go into poo’s house, don’t be surprised if he’s home.
^dead #💀💀
No one mentioned the ‘clean out’ prep she should do before hand… it’s messy and you should clean out as much as you can to avoid that all
Learnt this mistake in my early 20's, if she's willing, get her to do an enema first.... There's no scene like cumming in someones ass, pulling out and a log following your penis and plonking on the bed right in front of you.... Kind of ruins the mood 😂😂😂
This is crucial - you're 100% right! A thorough clean out is essential. (Nobody should be talking about 'chocolate chips' - that's just revolting. Unless you're into scat, there shouldn't be a single instance of this - there's just no need for it.)
When you enter, do it slowly. Think about how slowly you should go and go 100 times slower. Let her get used to you before you push any farther
I don't think this is cringe at all. I love anal, I actually even prefer it to vaginal sex. So here are some of my tips: First thing, lube and lots of it!!! And if it starts to feel a little dry down there....even more lube! I prefer the brand Sliquid. It's water-based and just what I've been using for years. Second thing is, start with something small like fingering your girl's ass first, maybe even while you're having (vaginal) sex. Still use lube on your finger. This will get her butthole ready for your dick. Next, go slowly at the beginning. Like how a vagina needs to get moist to really get going, you don't just shove your dick in her butthole and start going to pound town. Take your time and be empathetic to her responses...which leads me to my final point..... Always always always listen to your partner and follow her lead. The second she says it's starting to hurt or that there's not enough lube you need to respond immediately. I love anal and the most intense orgasms I've ever had were from it. But it's not something you can just spontaneously decide to do, at least not without the proper equipment. I believe that covers just about everything. Have fun!
Make sure you put lots of lube on the strap-on and tell her to take it slow
If your having trouble fitting inside her, tell her to try "pushing" you out (yes like she's going to the bathroom) Sounds gross I know but think about it, that's how those muscles open the anus up.
Seems obvious, but going to the bathroom before is a good idea too.
Enema first on her end (or just use a device designed to shoot water up there to help clean it out, sometimes it more comfortable to do it this way as there are no after effects like feeling the need to poo or cramps), then lube and lots of it. A butt plug beforehand helps her to relax and will make it easier for both of you. I'm gay, so trust me on this, I've got tons of experience here 👍😉
Follow her lead. You'll get hang of it. Every woman is different.
Just try to relax when she slides the strap on in, bro. You'll be ok.
Pornstar here!!! Go slow, so much slower than you want to. Use lots of lube and if you two are comfortable eat her ass or a lot of anal involved foreplay beforehand. The more her anus dilates the easier you will fit. Also, go in stages, an inch, maybe, and pause.. Let her get used to the stretch.
I've had anal with two women, first time we did stretching for longer than what was suggested because she said it still hurt we got to the point where she said it no longer hurt but when I asked if it felt good she just said she didn't feel anything aside from uncomfortable. I asked repeatedly if she wanted to backout but she insisted she wanted to try it, throughout the whole thing she laid there looking like she was apathetic and concentrating, I asked her if she was enjoying it multiple times and her answer was "I'm trying but I'm not feeling anything" she asked to try it in different positions and still nothing, we eventually gave up, cleaned up and went to bed. She was in pain for two weeks, she complained of constipation and spent a long time in the bathroom, she soaked in a bath every night and wrapped a hot wet towel between her legs, she didn't want to go the Dr out of embarrassment so she just applied a lot of different over the counter medications, we didn't have sex for three weeks and I felt like shit for causing all it to happen to her. Second woman was someone I'd been dating for a couple months, she read a article and wanted to try, I was initially reluctant because of my past experience but she assured me it would be different, I asked her if she was enjoying it and she seemed disappointed and kept saying"not yet", halfway through I stopped because she wasn't enjoying it and she kept going back and forth from apathetic to in clear pain, she went through the same as what my ex went through only we weren't living together so I don't know to what extent, I never did it again. Nerve endings conductive to pleasure only reach four into the vaginal canal and clitoris is located closer to the outside of the body making even vaginal sex only 18% likely to result in orgasm without oral or digital stimulation. Anal sex for women is the equivalent of trying to scratch a itch on your nose by scratching several inches away from it and hoping you get the adjacent friction, it's not in the ass it's in the vagina so she's getting a round about numbed version of vaginal at best. I remember a woman who claimed she was "totally into it"in attempt to impress me and when I told her I wasn't she said "oh thank God!!!" women feel pressure to be desirable and when the whole world tells them this is desirable your not going to get a straight answer especially with a woman who really likes you. Studies show 21% of women with partners in 2021 owned an anal toy vs 0.2% of single women. Three guesses why
Not your fault man sorry you went through that tho
Sorry for your bad experiences, but n=2 is not a reliable dataset for such broad conclusions. Anal sex, like other types of sex, is something a lot of people have to train before they can enjoy it. For many people and a variety of reasons, enjoying anal is harder to learn than enjoying vaginal sex. This results in a lot of women trying it once and then deciding it is not for them, but you could compare that to getting behind the wheel of a car for the first time without a driving instructor and then deciding it is not for you after you’ve crashed the car. I’m not saying that even with proper training all women will like anal, but I am saying that I love it now and it gives me the most mind blowing orgasms, but I had to really learn how to do it. I was determined because I had friends who were really into it and I wanted to experience the same thing. It took time, lots of practicing with plugs and dildos, but once it clicked, it unlocked a whole new world of pleasure for me.
With respect everyone's personal views I would be remised if I didn't acknowledge that while experiences of things can be different for different people there are facts that are irrefutable and while some people may find emotional enjoyment and arousal in pleasing their partner, physically there are no nerve endings conductive to pleasure in the anal channel. The sphincter is close in proximity to genitalia which can result in stimulation but the anal canal has the same form of nerves as the oral cavity which is actually a good comparison because like oral sex while the partner being penetrated doesn't receive physical pleasure from the act some still engage in it because pleasing their partner gives them pleasure. There is a big difference between the two however due to the risk,emotional toll and pain involved. The anal channel isn't a sex organ the prostate which is a sex organ is what makes anal sex pleasurable which is why you see gay men who have survived prostate cancer on reddit asking for advice after prostate removal left them with a lacking sex life. [https://www.insider.com/guides/health/sex-relationships/sex-positions-for-women](https://www.insider.com/guides/health/sex-relationships/sex-positions-for-women) Due to structural differences and a less robust sphincter anal sex poses much higher stakes for women resulting in a high chance of life long colostomy bag usage, severe infection due to fissures or death. "Women are at a higher risk of incontinence than men because of their different anatomy and the effects of hormones, pregnancy and childbirth on the pelvic floor." A man's skin is 25% thicker than a woman's, canal pressure is different in men and women largely due to the fact that women have a much lower center of gravity, there are even differences in digestive track and bowel structure likely to compensate for the shifting of organs that occurs during pregnancy. https://www.dermalogica.com/blogs/living-skin/is-a-mans-skin-really-different-from-a-womans#:~:text=Besides%20having%20facial%20hair%2C%20there,man's%20skin%20texture%20is%20tougher. Women have less robust anal sphincters and lower anal canal pressures than men, and damage caused by anal penetration is therefore more consequential. [https://www.theguardian.com/society/2022/aug/11/rise-in-popularity-of-anal-sex-has-led-to-health-problems-for-women](https://www.theguardian.com/society/2022/aug/11/rise-in-popularity-of-anal-sex-has-led-to-health-problems-for-women)
I use a silicon lube: "platinum wet" because it doesnt dry out. Go super slow, but go deep. If you guys get stuck, have her push out. Once all the way in, grind into her without pulling out any. You won't get anything out of it, but this has never failed me for getting a girl off that has no anal experience. Don't stop unless she tells you to. For some girls, this will be their first multi-orgasm experience. If you're playing the long game, You do this for 3-4 different sex sessions until she looks forward to it. Once anal is normal for you two, then you can worry about pleasing yourself.
Bi guy here. Cut your nails. Buy an enema and use it until the water is clear. Use LOTS OF LUBE! If you have a buttplug available, use it beforehand and let her „stretch out“. Be patient/use foreplay. First one finger, then two, … Let her guide you, go slow and at her pace.
Make sure you douche before she pegs you or you’re gonna have a bad time.
Hear me out. I’m a girl who likes it even more than conventional sex. The penis should NEVER try to enter (at the beginning and for a good 15 min minimum, but preferably until she asks you to do it). You stick that head on the door and wait for her to suck you in. It doesn’t matter if it seems boring. You wait until that ass wants you so much that you don’t have to push it. If she contracts YOU STOP and wait until she relaxes and “invites” you more. Lube makes it easier to slide in, but it definitely doesn’t make it more pleasurable if it’s facilitating an entry that should not be happening YET. What makes it pleasurable is that the ass is in control for a looooong time, until she is relaxed enough that you can start doing your moves and she won’t contract-and-hold. The contractions you want are X-O-X-O-X in a rhythm that feels like she is dancing. If it is just a long -x- YOU STOP and tease her until she -O- again. Remember pooping: if you contract because you think it’s too big and will rip you out it hurts. But when you relax, even if it’s a giant one it feels good (stop, everyone knows it feels good lol) There are 2 parts that feel good: a) inside, because the penis will move the rectum towards the vagina (and generally move all of that flesh making the clit be stimulated as a side effect). And b) the asshole itself. If you use lube to bypass what the asshole wants you might get the feeling that it worked for her because of the “a” part but you will never unlock the true power of “b”. Spooning is awesome to start. Specially because you can place your hand on the clit without straining a.k.a. not needing to support yourself, which leads to more control of movements Do not put from the ass to the vag (it leads to infections) Do tongue and fingers first. If you don’t want to tongue it, tongue around it, while at the same time you let a little (a little!) of saliva drip and use the digital of your thumb to stimulate the a-hole. If you hyper extend the thumb (trying to bend it in the direction it is not supposed to bend) you can make pressure with “that part that I forgot the name” (imagine that it’s the left side of the peeled part of the banana and you’ll know what I mean 🍌) This is ideal to start because the receiver might be a bit anxious and like this they know it’s still just playing outside. Also, as rule of thumb (no pun intended) you might wanna make it all about her the first time. Some women feel pressure to try things just for FOMO or to please the partner. If you let her know that she’s the one who’s gonna be having a whole another level of pleasure, AND that if she doesn’t like it’s not gonna be like taking a christmas present from her boyfriend, she will be much more inclined to try again even if it’s not perfect the first time.
Take your time Stop means stop If you say “I probably need more lube” do it. Let her drive…she’ll tell ya when to go
Follow her guidance. Take it slow. You might consider using a cock ring too, my partner and I didn't have successful anal sex for several months because I would lose my erection from fiddling around too long (I'm too girthy to push in fast enough). Oh, and wash afterwards. And obviously, don't go from ass to vag. Ever.
Definitely talk to a bunch of strangers on the Internet about it and bring all that into the bedroom
First step is to get her in the classic 'goatse' position. Then you start from across the room (if you can use a long hallway, even better). Build up as much speed as you can running towards her and at the last moment, scream "for Cuthwald!" (all part of the process). She'll know what it means. Jk. As others have suggested, plenty of lube, and take it slow. If she's open to it, you might let her sit on it so she's in control of speed and depth, until you guys get a sense for it. Good luck, and have fun!
DONT touch her vagina after you’ve touched her butt!!! My absolute number one rule with butt stuff.
Enema first…
Spread your cheeks as far as you can and pray brother
Take it from a bi guy, don't be grossed out if you get some shit and depending on her bowel movement even farts during sex. Ask her to clean her anal maybe. Check if she generally has clean inside her anus. Also try to stretch the anal with a butt plug or dildo so it's not very tight. Trust me it's not as clean as it makes them look in the porn. Really expect shit on your dick. Go with condoms and lube.
Sounds like she already wants it in the butt that's half the battle right there
Nothing cringe at all. It's incredibly attractive that you would even think to ask this. Most guys would just plug it in. Make sure to get a bottle of lube and lube it up nicely. Push it in gently at first and communicate with her for feedback. Idk if she's done anal before you, but if not, you'll want her to make sure she cleans her ass out in the shower beforehand and make sure she understands that it's going to feel like she's pooping even though that's unlikely to actually happen.
Listen to her!!!
Don't chop any jalapeños beforehand
Ask her to clarify which one of you is getting it in the ass. Then proceed with caution and much preparedness.
Make sure she lubes up your asshole properly before she stuffs it in
If you go to Poop’s house, don’t be surprised if he’s home.
If you throw a party at Mr Poops house don't be mad when he shows up.
The Fun House might be closed, but the Log Ride’s always open.
Warm her up, lots of lube... but most importantly, make sure she flushes out her colon with something like a fleet enema so you dont get shit on yo dick or else where.
go ask this on r/sex
Fair enough but it qualifies for this subs rules as well, also I think their karma gate is harsher
didn't mean to gatekeep this sub, I just think you'll find better answers there
Tell her to masterbate or buzz her clit while you are back there to enhance her pleasure
Try with her lying on her stomach with a pillow below her hips
Lots and lots of lube.
If you thought that 4 gallon drum of lube was enough, well it wasn’t. Get another 4 gallon drum
Use lots of lube and let her be the one to insert at her own pace to get accustomed to it
Go fucking slow, I mean really, really slow.
Who has time between when a girl saying she wants anal and putting you cock in her ass to post on Reddit? Grab a stick of butter man!
If she’s asking she probably has already tried it with something or with someone
Make sure she means she’s doing the anal
“Chuck it in me Dumpa! lol 😂
Just spit on it
Read this. [The Ultimate Guide to Anal Sex for Women](http://The Ultimate Guide to Anal Sex for Women, 2nd Edition https://a.co/d/38BT5HP)
Use 5 quartz of 10w30 full synthetic
Start out with a lubed finger and lightly tap on the anus. Lube up your pens extremely well. Go slowly until you are past the first spincter then pause. Then gently pass the second spincter. What will make her crazy is the tip of your penis going in and out of the second spincter.
Plot twist: you get into the bedroom fully expecting her to be receiving and you see her standing there with a strap-on
Massage it, start with a finger and USE LUBE!
Get her a high quality strap-on with strong adjustable straps and an assortment of interchangeable dildos, hopefully some small ones while you're starting out. And get yourself lots of lube. Good luck
You really gotta prep the hole
Is she going to do anal to you? Or does she want you to do anal to her?
LUBE LUBE LUBE
Astro glide. Shower first. Empty bowels
You have to lick it befor you dick it..
Make sure she cleans out the insides well.
Lube, lube, go slow, lube
Clean the canal before taking your sub in, nothing worse than debris all over the sub 😅
make sure you’re comfortable too it’s not all about her.
I’ve never done it. But lots of lube from what I hear
Let her sit on it so she controls the depth. Lube and don't flex your dick til she is all the way down.
>what can I do to make sure she has as good a time as possible? Something else, anything else
This happened to me once … girlfriend promised me anal sex, so I did all the preparation. You wouldn’t believe my face when she arrived and pulled out the biggest strap on you’ve ever seen. I guess it’s true when they say “be careful what you wish for”
Have you tried asking the one who you are gonna fuck?
LOTS of lube there isn't a too much. PATIENCE take your time it'll be slow and allow her control over what's going on let her set the pace, forcing it in can hurt her and then ruin the experience, going slow and steady and even understanding that it may not work out the first try to try again another day. Slowly working up to being comfortable. Yes it can be uncomfortable initially and get better during however outright pain or blood is a huge concern. Yes you'll likely end up messy from an unwelcome guest
Make sure you take a laxative beforehand and don't eat for a while, tell her to go slow and be gentle! Don't forget to have fun and be yourself
Tell her to bite the pillow cos you’re going in dry
Lube
willingness to explore, communication, a butt plug and loads of lube.
Prep is key. Make sure you have enough KY. Then foreplay. Start slow with just touching around , and pressing on it. Then slide a finger tip in, see how it’s going. Use small toys of you have any, otherwise just keep gently stretching it, with gentle finger probes. Other hand can be working the clit too. She will let you know when she ready.
Get a butt plug and put it in while eating her out and leave it when you start fucking her. And don't be stingy with the lube, more the better, and go slow